About hiking in Winnebago County

Winnebago County, Wisconsin has 29 named trails tagged for hiking, covering 72.6 miles, an average of 2.5 miles each. The longest is Wiouwash State Recreation Trail South Section, at 16.8 miles. 4 run 5 miles or longer.

What the hiking trails in Winnebago County are like

By length, 17 are under a mile, 8 run 1 to 5 miles, and 4 are 5 miles or longer. 4 are loops, ending where they start; the longest is School House Trail, at 2.7 miles.

Every one carries a difficulty rating: 29 easy. Of the 29 with measured elevation, Friendship Trail climbs the most, about 301 ft.

All 29 hiking trails, longest first

Wiouwash State Recreation Trail South SectionHike16.8 mi Wiouwash State Recreation TrailHikeMTB16.0 mi Friendship TrailHikeMTB11.5 mi Oshkosh RiverwalkHikeMTB7.5 mi County Road II TrailHike3.5 mi School House TrailHike2.7 mi Kachur TrailHike2.0 mi Bill Miller TrailHike1.8 mi Wolf Wilderness TrailHike1.5 mi Sawyer Creek TrailHike1.3 mi Bridgewood TrailHike1.2 mi Sawyer Creek Nature TrailHike1.1 mi Helen Kimberly Stuart TrailHikeMTB0.8 mi Island Shores Pedestrian TrailHike0.7 mi CTH JJ TrailHikeMTB0.6 mi Schoolhouse TrailHike0.5 mi Community Park DriveHikeMTB0.4 mi Hunter's Ridge Nature Center TrailHike0.4 mi Walking TrackHike0.3 mi Monkey Island TrailHike0.3 mi Trestle TrailHikeMTB0.3 mi Conservancy Park Walking TrailHike0.3 mi Oakwood Road Retention Pond TrailHike0.3 mi Boatworks TrailHikeMTB0.2 mi William A. Steiger Park RiverwalkHikeMTB0.2 mi WaterHikeMTB0.1 mi Loop the Little Lake - Neenah TrestleHikeMTB0.1 mi Wiouwash Trail ConnectorHikeMTB0.1 mi Loop the Little Lake - Menasha TrestleHikeMTB0.1 mi

← All Winnebago County trails

Trail geometry from OpenStreetMap contributors, licensed ODbL. Elevation from the USGS 3D Elevation Program. Compiled and published by Trailmonger · trail data last rebuilt October 25, 2026.